Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Haleakala Shores A403: Spacious 2-Bed/2-Bath Condo with Mountain and Water Views
Haleakala Shores A403 offers a great location with peeks of the water and West Maui mountains. This 2-bedroom/2-bath condo is perfect for families or couples traveling together. It's spacious, open, and inviting with vaulted ceilings. Enjoy dining or your favorite...
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Royal Kahana Resort- beautiful, 1 bedroom 1 bathroom with spectacular ocean and island views!Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per...
Luxurious 2 bed 3 bath Waipouli Beach Resort Rental
Welcome to our luxurious 2 bed 3 bath Waipouli Beach Resort D405 rental, located in the heart of Kauai, Hawaii. This rental is a well-decorated condo that offers luxury and comfort to our guests. The unit features a clean design with a Hawaiian inspired color scheme and...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Ocean-view condo with balcony, pool, & sun loungers - walk to beach
Kahana Reef 413Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in sunset views over Lanai and Molokai and spend your days scouring the coast for sights of whales and turtles...
Beautiful ground floor condo by Kamaole beach
Hale Kamaole 109 is a 1-bedroom, 1-bathroom condo featuring amenities such as a ground-floor patio, a washer/dryer, and air-conditioning. This ground-floor condo can comfortably accommodate up to 2 guests with a King bed in the bedroom and a Queen sleeper sofa in the...
Hale Ono Loa 106 - Relax Steps Away from the Ocean
Book with us and come to Maui to explore everything we have to offer!Hale Ono Loa means, "House of good living" in Hawaiian. This 1 bedroom 1 bathroom ground floor condo between Kaanapali and Kapalua is nicely appointed with everything you need for a Maui getaway! Fully...
Charming 1-bedroom immediately on the shore Poipu's PK surf break, water views
Your cozy getaway awaits in Koloa at this superb condo. With 1 king bed in the bedroom, guests can relax in style. Enjoy the convenience of amenities like WiFi, a hair dryer, and an iron. This adorable space is perfect for a relaxing retreat. A great place to call...
Grand Champions 68! Enjoy stunning golf and ocean views from this inviting condo
Grand Champions 68! Beautiful golf and ocean views.As you enter you will be greeted by the charm of this condo! Open and inviting! Floor to ceiling sliding glass doors lead to your private lanai. Take in the tropical setting overlooking the golf course and ocean views...
Stunning High-Floor Unit with Spectacular Ocean, Diamond Head, and Waikiki Views
Welcome to Waikiki Landmark, where paradise meets luxury living. Come stay at this stunning high-floor views of the Ocean, Diamond Head, and Waikiki. This exquisite 2-bedroom, 2-bathroom unit with 1 parking spot embodies the essence of island living. Located at the...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...
Amazing golf course front condo with lanai, AC, pool, & hot tub
Waikoloa Fairway Villas F3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax, unwind, and enjoy the beauty of the Waikoloa Fairway Villas at this golf-course-front condo!...
Unobstructed Ocean View Suite Book Now & Save
Prime Location & Nearby AttractionsLocated in the heart of Waikiki, your stay places you minutes away from the best Oahu has to offer.Top Things to Do:Experience a Hawaiian Luau – Enjoy an authentic luau at Hilton Hawaiian Village or Paradise Cove at Ko Olina.Visit...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
WG 220 - Charming studio in wonderful Honolulu with WiFi and AC - Sleeps 3
Legal STR RentalWaikiki Grand Hotel® 220♥Escape to this charming studio in picturesque Honolulu and less than 2 mins walk to Waikiki Beach. This delightful space features a cozy living area with 1 Queen bed and 1 sofa-bed, perfect for a small group of guestsEnjoy the...
Sunny condo with oceanview, pool, washer/dryer, & balcony
Kona Mansions D-123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island, the best place to get your whole Hawaiian getaway experience. With the ocean...
Holoholo Hale by Gather w/ Marina Views, Jacuzzi, AC, & Nearby Beaches
Welcome to Holoholo Hale, a private waterfront retreat tucked into the peaceful marina community of Hawaii Kai in South Oahu. This single-level home pairs open, contemporary living spaces with tranquil outdoor areas designed for relaxation and gathering. With four...
Feel The Aloha!! Enjoy Hula Girl. Marine Surf Waikiki with 1 Parking!! (MS02)
The Aloha Hula!! Marine Surf Waikiki!(MS02). Feel Hawaiian Air inside the Room. Enjoy the Hula theme room with the great price!!The room rate is less than a half of other Central Waikiki Hotels!! Also a full kitchen and a free parking is included!This tropical studio is...
6th Floor View Across from Kamaole Beach Park II
Relax and Enjoy the Gorgeous 6th Floor Lanai View! One bedroom unit with a sofabed in living room. Amenities include: Wifi, Cable TV, VCR. Two Swimming Pools, Tennis Court, Gas Barbecues, and easy walking distance to shopping/dining/bars/beaches.Steps away from Kamaole...
Oceanfront Studio at Magic Sands Relax to Waves Dine by Pool!
This oceanfront studio at Magic Sands, located on the iconic Ali'i Drive, offers a humble abode with a kitchenette, bathroom, queen-size bed, a small dining table and a sleeper sofa. It's the perfect spot to listen to the waves lulling you to sleep while enjoying...
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical garden
Nestled in flourishing tropical landscape within the Poipu Kai Resort, this spacious 4 bedroom, 3 bath Kauai vacation home is uniquely designed for privacy with a beautifully appointed back yard and covered patio. Central air conditioning, vaulted ceilings and numerous...
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
“Kuakahi” – Unit 106 – is a ground-floor, partial ocean view studio in the Mauka (upper) building. Our most affordable unit, it has a queen-size bed, a spacious covered lanai, porcelain tile floors, granite countertops, bar seating, expanded glass wall and vinyl lanai...
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Ilikai #1327 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 13th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Palms at Wailea 601, Perfect Location in Wailea! Ground Floor 2 Bedroom!
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lush landscaping makes this a great Hawaiian getaway!Maui's most exclusive location with the best weather is the award-winning Wailea Resort. Ideally...
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Book with us and come to Maui to explore everything we have to offer!Welcome to your beautiful vacation home at Maui Vista. This amazing unit features brand-new carpet and a split AC system in the living room, glass titled back-splash, remodeled bathroom and nice...
Maui Resort Rentals: Kaanapali Alii 353 - Expansive 2BR w/ Stunning 5th Floor Ocean Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 1/8/2025 to start taking bookings on April 11th, 2025!Nestled just one stack from oceanfront, in the heart of...
Expansive ground floor condo with central AC, pool & hot tub access, and WiFi
Shores at Waikoloa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor condo is perfect for a small family or two couples, offering bedrooms on either side of the...
☀ Take a Look! Ocean View with cute Kitchenette ☀ WAIKIKI GRAND HOTEL® 715
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. ☀Enjoy...
Beautifully Decorated! Very private! Partial Ocean View! Palms at Wailea 2202
The main living area boasts expansive high beam ceilings that add to the wonderful flow of air blowing in off the Shores of Maui. Very spacious and open, bringing the outdoors into your living room and kitchen! This unit is situated in the highly sought-after complex....
Come home to 311 and feel the warmth of the tans and browns of the decor.
Legally permitted rental - ✈Waikiki Grand Hotel®134 Kapahulu Ave #311Come home to 311 and 🗺Feel the warm décor of pink, tans & browns in 311 at Waikiki Grand Hotel®🗺The stone floor, the stucco walls and curved soffits set off the exquisite cabinetry and stone countertop...
Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio
Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...
Oceanfront unobstructed views from this 10th floor 1bed/1bath condo!
Welcome to Royal Kahana 1009. This spacious (777 square feet with a 150-square-foot lanai) 10th floor 1 bedroom, 1 bathroom condo offers some of the best views on the westside. The private lanai overlooks the beautiful Pacific Ocean & both Islands of Lanai and Molokai....
Oceanfront 2bdrm condo, Point at Poipu, Kauai available 12/20/25 to Jan 3, 2026
Beautiful and spacious oceanfront 2 bedroom/2 bath condo at The Point at Poipu on Kauai's sunny south shore. . These fully equipped and furnished units sleep 6 comfortably. Full kitchen, W/D, large master bedroom with king size bed and attached full bath with large...
Centrally Located Near Some of Maui's Best Beaches
With a king bed in the master and a brand new pull out queen sofa and Murphy bed in the living room, this unit is great for accommodating up to 5 guests. Enjoy your morning coffee out on your spacious, tiled, ground floor patio and soak up the Maui sun. This bright and...
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave #322** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleek and modern, remodeled from top to bottom & with one of largest floor plans at the Waikiki Grand Hotel®- privately...
Modern and Renovated Ocean Front Studio in Kona! Best Location!
GET LOST IN PARADISE! Absolute BEST location 1 minute to the ocean front at historic Alii Drive. This unit is totally upgraded with a contemporary island theme. We are 15 mins from the Kona airport.FAST INTERNET!! for those of you decided to escape to paradise to...
Kailua-Kona Vacation Rental - Walk to the Beach!
Soak up some much-needed serenity when you stay at this 1-bathroom studio vacation rental perfect for couples looking for a romantic beachside escape! Start your mornings with a peaceful breakfast on the lanai as you overlook the idyllic community pool before venturing...
3-6k mo now2dec24@OCEANFRONT resort!1-6moAsk4dealsSingleOccupant?
Sweet, small condo in incredible location!, can get further discounts after 90 days-Perfect for workers or travel nurses needed nidagoulding a dark bedroom &I’m a caring host too...GIVE IT A CHANCE! I book up every year and now it’s open -unfortunate Recent reviewer...
Two Bedroom Deluxe Partial Ocean View Luana Kai Resort B207
Unit B207 with AC is a deluxe, two bedroom two bathroom condo . It has a partial ocean view as shown below and is spacious and warm and has all the amenities you expect Condo B207 is tiled throughout which helps keep it cool in summer. The view of the courtyard, pool...
Kahana Reef 101: Completely Remodeled 1 Br condo with Ocean Front Views
Direct oceanfront views of the Pacific Ocean and the neighboring island of Molokai from this ground-floor one-bedroom vacation rental located in Kahana area of W. Maui. This vacation condominium features a remodeled kitchen and bathroom with tiled flooring throughout....
Maui Kamaole H202: Renovated Two bedroom garden view Maui vacation Condo
This beautiful two-bedroom condo at the Maui Kamaole was renovated featuring a new, top-of-the-line kitchen. This condo offers partial ocean views at garden-view prices! The wide-open living space in this unit creates a spacious atmosphere for you to relax and...
Turtle Bay Paradise Family Beach Getaway - Kuilima Estates West
TA-045-144-4736-01 Legal Rental #1791 TMK#570010290133 ALOHA!!Enjoy Your Tropical Hawaiian Getaway in our Family Friendly Beach Home, Paradise in Turtle Bay! Clean and comfortable, our air conditioned Wi-Fi enabled condo is a Perfect Rejuvenation Beach Escape for...
Spacious 2 bedroom 2 bath Palms at Wailea 1703
Book with us and come to Maui to explore everything we have to offer!Enjoy the beautiful lanai and grounds of the Palms at Wailea with this elegant vaulted ceiling two bedroom two bath condominium in north Wailea. The gardens are spectacular and include a beautiful pool...
Kihei Luxury Suite, Pool, Walk to Beach
Summary:🏝 Prime Location – Steps to Kamaole Beach, dining & shops🛏 Luxury Comfort – King bed & memory foam sofa bed🏊 Resort Perks – Pool, hot tub, outdoor grills📺 Entertainment – 65" Smart TV, free Netflix & fast WiFi🛎 Seamless Stay – Self-check-in & Smart Lock🎟...
Maui Banyan T-305 | Stunning Tropical Views
Bring up to 10 friends and family for the vacation of a lifetime at Maui Banyan T-305. Your condo is newly updated and features air-conditioning in all bedrooms and the main living space. Best of all, your resort is across the road from Kamaole Beach II, one of the most...
MRR Presents Kaanapali Ali'i 224 - Elegantly Remodeled 2BR w/ Lush Garden Views!
Beautifully remodeled, suite 224 has been extensively upgraded throughout and features plenty of comforts for your next Maui vacation. Fall into a restful sojourn in the sumptuous king size bed in the primary bedroom. Open the pocket doors to reveal the queen size bed...
Two Bedroom Ocean View Deluxe Luana Kai D204
D204 is a deluxe, 2 bedroom, 2 bathroom ocean view. The master bedroom has a king sized bed and the guest has a queen size bed. There is a sofa bed in the living room. D204 has large white stone tiled floors everywhere but the bedrooms which are carpeted. The kitchen...
Ilikai 1434 2 Bed Room Ocean/Lagoon Views Extended Lanai - Qn Bed + 2 Full
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, 120 sq. ft lanai, 1,000 interior sq. ft. Queen bed, 2 double beds. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway...
Remodeled, top-floor studio with ocean/Bali Hai view, lanai, AC, pools & tennis
Hanalei Bay Resort 8234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Glorious island sunshine streams into Hanalei Bay Resort 8234, a recently remodeled, corner studio with a...