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.
Menehune Shores 206 | Ocean Views, Pool Access
Experience the essence of island living at Menehune Shores 206, a premier oceanfront retreat nestled in the vibrant community of Kihei, Hawaii. This inviting two-bedroom, two-bathroom condo comfortably accommodates an occupancy of four guests, providing the perfect...
@ Marbella Lane - Marina Studio | near the beach
Summary:This entire condominium is situated in the Aqua Aloha Surf Waikiki, one of the most popular hotels in the heart of Waikiki. This high-floor deluxe unit comes with a gorgeous Ala Wai Canal and Golf Course view, and a peek-a-boo ocean view. Aloha Surf is a...
Perfect Waikiki Location, Right Near The Beach!
Located on the 13th floor of Discovery Bay, this beautifully furnished condo offers a spacious layout with stunning views of the 11th-floor pool deck and a glimpse of the ocean beyond. The recently renovated bathroom features a sleek walk-in shower for added comfort....
Molokai Shores 119
Molokai Shores #119: You’ll love stepping from the ground floor lanai onto expansive lawns fringing this casual 562 sq. ft. suite with beautiful ocean views and tropical décor. Wake up to easy access to the lush ground floor grounds and sip on your favorite local brew...
Stylish studio with private balcony & WIFI - steps to Waikiki beaches
Palms at Waikiki #311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of island life at Palms at Waikiki with this charming studio unit located in the heart of...
Renovated Beachy Studio at Hawaiian Monarch | Pool
Enjoy ocean and pool views from this spacious studio at the ideally located Hawaiian Monarch. Nestled at the beginning of Waikiki, this unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Kihei Akahi D-104 | Lush Garden Views & Steps to Beach + Fun Amenities!
Lush garden views from your private lanai await you at Kihei Akahi D-104. Discover island-inspired comfort right across from the sun-drenched shores of Kamaole Beach Park II. Perfect for a romantic retreat or small family getaway this Maui, Hawaii vacation condo offers...
Aloha Surf 1205 Two Beds, Pool, Walk to WAIKIKI BEACH!
Aloha Surf 1205 - Your Ideal Waikiki GetawayDiscover the epitome of a relaxing beach retreat at Aloha Surf 1205, a delightful studio unit situated in Waikiki. This vacation rental seamlessly blends comfort, convenience, and Hawaiian charm, offering an ideal escape just...
1BST-1 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Standard...
Kahana Reef 102: Ground floor Ocean Front One bedroom Condo sleeps 4
Ground floor Ocean Front One Bedroom Condo. This unit is next to the pool and has a beautiful sunbathing spot in front of the lanai. The bedroom has a king bed and the living room has a pull-out sofa bed, allowing this unit to sleep up to four people. The furnishings in...
Hawaiian Dream Villa<3 mins from Disney Aulani
Welcome to our luxurious 2-bd villa in the breathtaking paradise of Ko Olina! Nestled along the pristine shores of Oahu, our tranquil retreat offers the perfect blend of comfort, convenience, and Hawaiian elegance and is ideally located to explore all that Ko Olina has...
Spacious retreat home with private pool & screened lanais - conveniently located
He'eia Haven Retreat - Units A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona with a stay at this spacious Hawaiian-style beach retreat home!...
Kapolei Condo w/ Lanai & Pool Access - Near Beach!
Leave your worries behind and say aloha to paradise when you stay at this 2-bedroom, 2-bathroom vacation rental condo in Kapolei. Boasting 900 square feet, this corner unit is perfect for the family and is situated at the end of the resort for peace and quiet during...
High Value at Great Price: Three Bedroom condo at Papakea Beach Resort
Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match. The master bedroom has...
Maui Resort Rentals: The Whaler 962 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy gorgeous views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island, Molokai, and the lush West Maui Mountains from this luxurious 9th-floor interior-courtyard studio suite. Enjoy all the advantages of a full modern kitchen featuring...
Perfect Private Getaway Minutes to Hanalei Bay!
Experience the very best of Kauai from the comfort & convenience of this beautiful private retreat in the heart of Princeville! Perfectly situated near Hanalei Bay & iconic surf spots along the Garden Isle's north shore, explore nearby beaches, hike scenic trails or...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Maui Banyan T-305A | Steps From All the Fun!
Maui Banyan T-305A is the perfect vacation spot for a small family. Your studio condo is newly updated and features air-conditioning. Best of all, your resort is across the road from Kamaole Beach II, one of the most celebrated and beautiful beaches in the world. You’re...
Newly Renovated condo with pool and hot tub - short distance from the beach
Plantation Hale G14Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional Rate of $125 a night for October and November 2025!Switch over to island time with a stay in this...
Kauai resort condo up to 6. Near beach, restaurants and shops and town close
Stay in your private condo that comfortably sleeps 6 with private parking. Comfortable duplex with two spacious bedrooms. Feel at home with home cooking in a spacious kitchen. Plenty of dining space and living space with large comfortable couch an large TV and fast...
Maui Sunset A108 | Lanai, Resort Amenities!
Looking for your next vacation spot? We have the perfect choice for you! This vacation condo in Maui, Hawaii is suitable for a family stay or couple’s retreat. So, no matter your reason for getting away, consider Maui Sunset A108.There are so many beautiful sights to...
Island Energy in Suite w/Lanai, Washer/Dryer, WiFi, Kitchen–Kamaole Sands 7302
Revel in the casual comfort of this air-conditioned 818sf suite that brims with homey touches. Enjoy the flexibility of a full kitchen, plus a furnished lanai overlooking the landscaped courtyard, ceiling fans, WiFi, flat screen TVs, DVD player and a washer/dryer....
Hawaii Kai Dream with large lanai, ocean views, & a home office - near beaches
Hawaii Kai Dream - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s...
Cozy Pahoa Hideaway Near Black-Sand Beaches!
Away from the major resorts and congested touristy areas sits this sweet and simple 1-bath studio cabin in Pahoa. Inside, you'll find all the essentials of an easy-breezy vacation rental, including free WiFi, complimentary toiletries, and a well-equipped kitchen for all...
Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 1104 Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
1BMV4 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Oceanfront Modern & Elegant Vistas No cleanfees7+
Summary:Recently completely remodeled with high end furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs, umbrellas,...
Quiet Queen bed Studio steps from Waikiki Beach -WAIKIKI GRAND HOTEL® 803
Located on the quieter side of The Waikiki Grand Hotelâ„¢ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home. A...
Renovated Hawaiian Monarch Mauka Studio | Kitchen
Enjoy panoramic mountain & city views and a full kitchen in this cozy, high-floor Hawaiian Monarch studio. This home features AC, TV, cable, & Wi-Fi. Only a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. Guests enjoy access to...
Bright Hawaiian Monarch Studio | Full Kitchen
Enjoy amazing views of the Ala Wai Canal and Diamond Head from this bright Waikiki studio. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a...
Joy House-Remodel Studio Full Kitchen, Free WiFi
This unit is located on the western side of Waikiki between Waikiki and Ala Moana. This building is ver popular from repeaters. The famous pancake shop call “Cream Pot” is on the 1st floor of this building and it’s a very good place to have breakfast. The bad stop...
3rd-floor condo in oceanfront complex with WiFi, pool & hot tub
Paki Maui 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect setting for your Maui getaway at this charming, island-inspired condo located in the oceanfront Paki...
Homey Comfort+Style! Upgraded Kitchen, WiFi, Roomy Lanai–Kamaole Sands 7208<br>
Located on the second floor – with both elevator access and stairs – this 818 square foot one bedroom vacation condo looks out over our resorts well-manicured gardens. Furnished with island style décor, the living room includes a flat screen TV, sofabed, and a dining...
Kihei Surfside 613: Newly Furnished & Decorated Ocean Front 1 br Condo
New split AC system installed in 2024! Newly furnished and decorated oceanfront unit. Paradise-inspired décor mixed with traditional design. This 1 bedroom, 2 bath condo will accommodate up to 4 people with a queen bed in the bedroom and a queen pull-out sofa in the...
Walk to Turtle Beach from Kailua-Kona Apt!
Say Aloha to your new home base along the Kona coast! This well-appointed apartment offers 1 bedroom, 1 full bath, a private patio and a prime location, just a block from Turtle Beach and 1.5 miles south of Magic Sands Beach Park. When you need a break from the sun and...
Kihei Akahi Condo w/ Shared Pool, Private W/D-Surf, Bike, Golf, More
Kihei Akahi D215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
"BALIHAI GETAWAY " Hideaways Beach 125
FREE PARKING AND NO RESORT FEES. BALIHAI GETAWAY is a spectacular hawaiiana condo located beachfront. Pali Ke Kua is a 22-acre resort condominium located on the north shore of Kauai in Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views...
High Level Waikiki Condo - Enjoy Ocean Views From Your Private Lanai! by Koko Resort Vacation Rentals
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, Free Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Aloha and Welcome to...
Renovated home across the street from the beach with shared pool & hot tub
Kona Bali Kai #341Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony,...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Swim, Surf, and More
Kihei Akahi D613Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua
Enjoy Expansive Golf Course, Ocean, and Sunset Views - Kapalua Resort, MauiWelcome to our 3 - bedroom plus loft Kapalua resort Villa. This stunning 2,800 sq ft attached Villa has amazing ocean and golf course views so you can watch the sunset from your private lanai...
Aqua Aloha Surf Waikiki 703 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #703 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King + (1) Queen futon, Sleeps 4, 363 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers....
Dreamy oceanfront getaway with pool, patio, & full kitchen
Mahina Surf 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched right on the water and filled with island decor, this adorable getaway will be just the place to let all of...
Mana Kai Maui Resort condo with grill & WiFi - great location
Mana Kai Maui Resort 211bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches
Island Sands Resort 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Hapuna Beach Residence A12 at Mauna Kea Resort
This oceanfront masterpiece offers a luxurious blend of indoor and outdoor living. With floor-to-ceiling sliding window walls, a sleek chefs' kitchen equipped with professional-grade Wolf, Sub-Zero, and Miele appliances, wine storage, and hand-crafted cabinetry, it is...
Penthouse Studio @ Royal Kahana Ocean Resort, RELAX with Beautiful Views
Fantastic penthouse ocean views from this studio condo in Kahana. Royal Kahana #1202 is decorated in a tropical theme, it makes a relaxing vacation for a couple or family of three. Both the kitchen and bathroom (no tub) have been remodeled with new appliances and...
Royal Kuhio 1712 - Spacious Corner Unit w/ Stunning Ocean City Views in Waikiki
Royal Kuhio - Located in Heart of Waikiki 17th floor.Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1712, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Queen-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean...
Molokai Shores 229
Stylish décor raises the luxury bar in this 570 sq. ft. condo with private lanai overlooking ancient fishponds and the Pacific. You’ll love cooking ease in the upgraded kitchen with modern appliances and breakfast bar. Other perks include cable TVs and ceiling fans....
Heart of Waikiki w/ Kitchen - Free Parking - Corner Unit - King Bed - Mountain View
The Royal Waikiki Condominium, is nestled in the heart of Waikiki, Hawaii's number one vacation destination. Units are just a few minutes walking distance to numerous restaurants that range from casual to fine dining, shops, nightlife and the world famous Waikiki Beach....