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.
Perfect North Shore Getaway w/ Amenities & Views!
Discover the very best of beautiful North Shore of Kauai from the comfort and convenience of this upgraded private retreat! Perfectly situated in the heart of Princeville, enjoy outdoor amenities or experience all of the incredible beaches, trails and resorts...
Makena Surf G202 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G202 is a charming oceanfront vacation residence located on the serene south side of this luxurious resort. Just a short stroll from the parking lot, this second-floor unit offers picturesque views of the secluded beach at the southern edge of the property....
Newly Updated Corner Unit w/ Ocean & Mountain Views from Huge Lanai
Alii Kai 2201 is a chic and cozy open concept escape in the heart of all the North Shore has to offer! The peaceful and private corner unit has two light-filled bedrooms, a master suite with king bed and guest bedroom with a queen, comfortably furnished living and...
Wailea Ekahi Village 8D - 1 Bedroom Garden View Condo
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below. Enjoy the large and open...
Corner studio with fast WiFi, expansive mountain views, pool, & grills
Paniolo #202AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to cooling trade winds and magnificent views of the Hanalei Mountains from this corner, loft style studio...
1 Bedroom Oceanfront in Kaanapali - Papakea A109
Welcome to Papakea #A109. This ground floor Maui vacation rental offers direct ocean front views from the A building at the beautiful Papakea Resort. The remodeled condo allows for up to 4 occupants with a queen size bed and a queen sofa sleeper. New stainless steel...
Secluded Paradise: Ocean view oasis with private lanai and island enchantment
Sealodge B6 is a charming little hideaway that blends Hawaiiana vintage charm with modern updates! This quiet and cozy condo has a comfortable master suite with a queen bed, as well as a punee (Hawaiian day-bed) in the living room that's great for laying and watching...
Maui Resort Rentals: Honua Kai – Incredible 7 Bedroom Oceanfront Offering, Over 4400 combined Sq. Ft. w/ Built-in Viking BBQ!
This incredible seven-bedroom pairing combines a stunning 3BR oceanfront residence with two neighboring 2BR partial oceanview suites to create the perfect gathering space for large groups and families to reconnect and celebrate. Your group will enjoy the space and...
King Bed & Futon - Waikiki - Quiet and central living
Legally permitted vacation rental: KUHIO VILLAGE 2463 Kuhio Ave #1103âš•âš•For your health and safetyâš•âš• We utilize additional Sterilization procedures between reservations.This is one of the larger floor plans in the Kuhio Village, with two balconies, and a kitchenette....
very last minute special ultimate luxury resort, romantic, fun and "zen"
Note: if the requested dates are not available, I also have three other rooms on the property, VRBO #579874, #666626, and #595354, vrbo#460973, #492665.The Kauai Beach Resort - a gorgeous boutique is located along three miles of secluded beach in Lihue, Hawaii. Lihue...
Kamaole Sands 5-311 | Across from the Sand!
Nestled within 15 acres of lush landscape filled with tropical flora, freshwater ponds and resplendent waterfalls, and right across from the sun-drenched sands of Kamaole Beach III, you’ll discover Kamaole Sands 5-311. Perfect for a romantic getaway or small family...
Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty
Truly beautiful, Oceanfront 3 bedroom, 3 bathroom home with a HUGE pool and amazing views! This gorgeous home has some recent renovations, and sits on a large lot size with stunning tropical landscaping. The main level has 2 bedrooms, 2 bathrooms, with an open concept...
Hale Kamaole 309 Third floor condo, easy access to best beach on Maui!
Beautiful Ocean Views from this two bedroom condo with loft from living room, kitchen and both bedrooms. Ocean, pool and mountain views from lanai. Light and bright condo offers all the updates you can think of. New living room furniture, including 3 piece sectional,...
Aloha Hawaii: Waikiki Condo with Great Mountain Views & Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Aloha Rejoice: Beautiful ocean-view lanai. Great location only 2 miles from Kona
This is a beautifully renovated 2nd floor (Townhouse). Spectacular view from the 600 sq. ft. lanai. Located just minutes to the beach and downtown Kona. Private entrance & ALL NEW furnishings. The lanai on this home is absolutely breathtaking! Both bedrooms have sliding...
Oceanfront condo with balcony, W/D, wet bar, & pool access - gorgeous views
Lanikai #133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your escape for the Garden Island at this gorgeous, beachfront condo, boasting sweeping ocean views from the balcony....
Monthly Discovery Bay 2611 2 bedroom Ocean/Sunset/Marina - 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
1 Bedroom Condo:: Oceanfront Resort Kapaa Shore
Green and peaceful Kauai is beauty personified, and this resort is an ideal base for exploring Hawaii’s oldest and northernmost island. And Kapaa is ideal for finding souvenirs handcrafted from local materials to bring back to your relaxing accommodations.This spacious...
The Pacifica Inn The Gecko and Volcano Room
Welcome to The Pacifica Inn located in Volcano on the Big Island of Hawai’i. The Pacifica Inn is a special little place out in the middle of the Pacific Ocean where you can experience peacefulness and tranquility. Come and enjoy the beautiful Hapu’u trees that surround...
Maui Resort Rentals: Honua Kai - Premier 7th Floor Penthouse, 4BR w/ Stunning Ocean and Black Rock Views!
This luxurious penthouse offering combines two of the finest residences at Honua Kai to create a four-bedroom pairing perfect for any large group or family. Konea 749 showcases stunning views of the Pacific Ocean, well above the tropical foliage of the Konea Tower...
Pahoa Home w/ Fenced-In Yard: Near Hilo & Parks
Washer & Dryer | 18 Mi to University of Hawaii at Hilo | 26 Mi to Hawaii Volcanoes National ParkBoasting a well-equipped kitchen, a lanai, and a furnished office, this 3-bedroom, 2-bath vacation rental has everything you need for your next extended stay in Pahoa. This...
Japanese Style Pool House - 1 block from the ocean
Aloha!Welcome to your haven of amenities and tranquility. Our unique home offers an unforgettable experience that will exceed your expectations. Whether you seek a romantic retreat, a family adventure, or a rejuvenating escape from reality, our property is sure to...
Ocean Views from Two Balcony Queen Suite / 1/2 Block to Waikiki Beach,
Legally permitted rental - 134 Kapahulu Ave #412** For your health and safety, we utilize additional Sterilization procedures between reservations.Simple, Charming and affordable - Sleeps 2Only 1/2 block from Waikiki Beach, and with one of the largest floor plans in the...
Garden view just steps from Maui's Sugar Beach
No Resort or Parking Fees!Hono Kai C12 is a bright 1-bedroom, 1-bathroom condo offering tropical views from the 3rd floor and traditional Hawaiian decor throughout. There are no elevators at this property. Unit C12 can accommodate up to 4 guests. The master bedroom...
Aston Kaanapali Shores #744: 1 Br Ocean View at Beach Front Resort
This condo in Kaanapali Maui is perfect for a small family or couple seeking comfort and convenience as this condo is located right next to the elevator, in a central location on the property. Watch the sun rise and set on the horizon from your large lanai with a...
Block to Beach! Waikiki Banyan Ocean View Condo with Free parking
Waikiki Banyan Tower 1 Suite 2310Deluxe Waikiki Condo Pool View FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. This 23st...
Refined Oceanfront Vistas
Summary:Spaciest & completely renovated oceanfront 1 bedroom, 1 bathroom top floor penthouse condo. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive...
Maui Vista 1322: 1 Br Garden View w/Remodeled Kitchen & Bathroom Sleeps 4
Remodeled kitchen, and bathroom plus new flooring. This one-bedroom, one-bathroom, garden-view condo offers the simplicity of home in a tropical paradise. The master bedroom has a queen bed and the living room has a sofa bed, allowing this unit to accommodate up to four...
4th floor Marine Surf Studio with 2 queen beds
Perfect Waikiki getaway with a free assigned parking spot! This is the closest condo to the pool which makes it super convenient to start your day off in the pool, end your day in the pool, or even spend all day at the pool! Once you venture off property you are...
Wailea Grand Champions 116 - 1 Bedroom Garden View Condo
Wailea Grand Champions 116 is a luxurious vacation rental located along the southern coast of Maui in the desirable tourist area of Wailea. This beautifully appointed one-bedroom, two-bathroom condo accommodates up to four guests, making it ideal for families or groups...
High-Style Studio w/Kitchenette, Tile Floor, Flat Screen+AC – Waikīkī Grand #503
Castle at Waikīkī Grand #503: This air-conditioned 253sf studio is a perfect fit for active travelers and couples for their Hawaii vacation. Relax and unwind with such conveniences as WiFi, flat screen, and kitchenette for “at home” meals. Sleeps 2.Conveniently located...
Ground Floor Condo with Shared Pool & Hot Tub, & WiFi- Great Location
Maui Kaanapali Villas 191Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s all about the vintage Hawaiiana in this sweet, ground-floor condo in Kaanapali! You’ve got plenty of...
City-view studio with balcony & WiFi - mere steps from Waikiki beaches
Palms at Waikiki 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Exceptionally located an easy stroll from the world-famous beaches of Waikiki, this comfortable, studio-style room...
Studio w/2 Queen beds in Waikiki, Pool & 3 mins walk to Waikiki Beach. Sleeps 4
Our newly remodeled Studio Suite at The Bamboo Hotel has 2 comfortable new queen beds, HD Smart TV, kitchenette and dining area. Plus Free WiFi, that extends also to the pool and pool deck area.There's a snack & drinks bar at the pool along with a decent sized Spa hot...
”Old Hawaii" Great Location at Waikiki (H7)
"Old Hawaii" Great Location in Waikiki (H7) Feel the Old Hawaii theme vacation rental room! Our renovator has just changed the room into the classic Hawaiian room.You may enjoy the vacation, but at the same time, enjoy staying inside the room!It doesn't take long to...
Condo at oceanfront resort with lanai, pool, grill & sundeck - walk to beach
Kona Shores 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In this beautiful spot at the oceanfront Kona Shores, you'll be minutes from Honl's Beach and the very heart of...
White Sands Village 2/2, Oceanfront complex- Pool
Beachfront Bliss at White Sands 202 - 2BR | 2BA | Patio| Steps to the Beach | Pool and BBQWelcome to White Sands 202, a beautifully designed 2-bedroom, 2-bathroom condo offering patio, amenities, and the perfect blend of comfort and convenience. Whether you're looking...
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
Hale Kamaole 151Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Townhouse Retreat with Ocean Views From Upper & Lower Lanai - Wailea Ekahi #30B
Wailea Ekahi Village #30B Discover the perfect blend of luxury, comfort, and location at Wailea Ekahi Village #30B. This spacious two-story townhouse offers stunning ocean views from both floors, a fully remodeled kitchen and bathrooms (March 2025), and unbeatable...
Royal Kuhio 1713 - Spacious Studio w/ Stunning City View in the Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1713, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and partial ocean and mountain viewsKitchen: Fully...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
Ilikai Marina 1BR Condo: Ocean View Haven
Welcome to the family-friendly Ilikai Marina Hotel. This 17th-floor unit faces west, offering beautiful views of the ocean and harbors from both your bedroom and living room.Situated just a few steps away from the inviting sands and crystal-clear waters of the world's...
Kuhio Village 1009 KING BED Modern/Waikiki Beach
Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of course kitchen equipment...
Maui Vista 2404 Beautiful 2 bedroom unit with Ocean Views
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a California king bed, window AC, and a TV. The loft includes...
Soak in Dazzling Pacific/Sunset Views, Penthouse w/Lanai – Waikīkī Shore #PH10
Your home-away awaits! This deluxe two-bedroom one and half-bathroom ocean view penthouse has an open and airy feel, perfect for families or friends who want to enjoy the Pacific views and beach activities steps away. The suite is furnished with charming island-style...
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in both the living area and the master bedroom. There are elevators at this property for easy access. This beautiful...
Royal Mauian 205 - Splendid Oceanview Retreat, Stroll to Dining and Shopping!
Royal Mauian #205 – Upgraded Oceanfront Two-Bedroom CondoRoyal Mauian #205 is a two-bedroom, two-bathroom condo with an upgraded interior and breathtaking oceanfront setting. Perfect for families or small groups, this stylish retreat offers split-duct air conditioning,...
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
Maui Kamaole D206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Affordable, OCEANFRONT 1 bed/1bath condo at Kaanapali Shores - Unit 422
Discover the perfect Maui vacation value at this fully furnished 1-bedroom, 1-bathroom condo at the popular Kaanapali Shores Resort — a true oceanfront gem on one of Maui’s most desirable beaches. This unit offers the space, amenities, and location of a premium resort...
Chic Downtown Getaway: 1-Bedroom, AC/Pool/Parking
Welcome to your island oasis in Kailua Kona! This stylish and freshly updated 1-bedroom condo perfectly blends modern comfort with island charm — just minutes from downtown. Whether you’re here for the beaches, shopping, or local dining, you’ll love having everything...