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.
New! Poipu Paradise - Golf, AC, Pool
Imagine a perfect vacation rental in Poipu, Kauai, where you can relax in comfort and enjoy the best of island living. This 2-bedroom plus loft condo offers everything you need for a memorable stay.Poipu Paradise features two spacious bedrooms, each with comfortable...
Bali Hai- & ocean-view condo with lanai, AC, laundry, 2 pools & 8 tennis courts
Hanalei Bay Resort 6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in gorgeous views of Hanalei Bay and Bali Hai, and relax in this air-conditioned, second-floor condo at...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
Home Away From Home! B104
A LITTLE BIT ABOUT THIS CONDO....Lokelani B104 is a newly remodeled one bedroom premium unit. It has cherry laminate living room floors, maple kitchen cabinets with granite counter tops and a new walk in shower bathroom. The bedroom is carpeted and contains cable TV....
Large private home with pool & ocean views - Inquire about dates!
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Spectacular 4 bed 2 bath home with private pool and breathtaking ocean and mountain views. Situated on the ridge in the highly desired area of...
Poipu Ocean Vista, Inviting home, Panoramic Views
Located in desirable Poipu, this inviting, bright and sunny 2-level island home greets you with panoramic views of the brilliant blue ocean. Hardwood floors and high vaulted ceilings give Poipu Ocean Vista an open and airy feeling. Once you step into this attractive...
Aloha Condos, Kona Coast Resort, Condo 1-304, Ocean View
Aloha - Our "home away from home" has all the comforts of home with ocean views that are endless. This specatular top floor end unit is a spacious 1 bedroom/1 bath 1453 sq ft Island-style villa. Kona Coast Resort unit 1-304 is located at the highest point of the resort...
Inviting ground floor condo with private laundry
Introducing Kihei Resort 110B, your gateway to a tranquil and tropical paradise in the heart of Maui. This cozy 1-bedroom, 1-bathroom unit is designed for up to 4 guests, making it a perfect choice for couples or small families seeking a serene Hawaiian getaway.Situated...
Lemon Tree - Spacious house, private with a salt water pool & mountain views!
Welcome home to Lemon Tree Hale! Brand new renovation, Instagrammable moments throughout the huge, comfortable house finished in a boho modern design. Perfect for remote work and groups of friends and families, the house features an upstairs office/den as well as...
Enchanting home with pool, hot tub, lanai, balcony, golf nearby, & washer/dryer
Makena-An Island ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a Hawaiian getaway in this spacious 4‑bedroom, 4‑bathroom villa on Kiahuna Golf Course. Relax by...
2 min walk to the beach Ocean &mountain view. Central AC, Parking is available.
This quote is for Jenny’s Pineapple Cottage two . We have multiple units available in the same building.Jenny's Cottage, sleep 2 https://www.homeaway.com/vacation-rental/p3848327?flspusage=flJenny's Pineapple Cottage 1&2....
Hale Nalu ~ The Surfer House
This well-appointed unit has a half bath downstairs and two bathrooms upstairs. The master bedroom has a queen bed with a full bathroom with stand-up shower and window air conditioner. The second bedroom upstairs has two twins, and window air conditioner and a full...
Ocean Front Rare Beach View from Villa unit 21b3
Spectacular one bedroom OCEANFRONT Kapalua Bay Villa, unit 21B3. VIEW the ocean and LISTEN to the surf whether you are sitting on the sofa, eating breakfast or resting in bed. The sights and sounds are the same throughout the villa. It's as if you are on the helm of a...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
Palm Villas at Mauna Lani B1, Spacious 3BR condo with Private Beach Club Access
Ready to escape to paradise with comfort, style & the Aloha Spirit? Just a 15 minute walk to the beach, The Palm Villas is located within the beautifully kept grounds of the Mauna Lani Resort. This is a quiet complex with swimming pool, hot tub, and small fitness...
Lahaina Shores, Maui Oceanfront Resort.
This Premium studio apartment on the 4th floor was totally remodeled and upgraded. It features a full bathroom with walk in shower, full kitchen, queen size bed and a balcony offering beautiful mountain view. Other property amenities are AC, pool, jacuzzi, 24 hour front...
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
Welcome to Konea 314 a luxuriously renovated 690-square-foot third-floor condo with a 135 sq ft private lanai, located in the Konea Tower of the Honua Kai Resort. This recently updated one-bedroom condo boasts beautiful porcelain tile floors and modern furnishings that...
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.
Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges architectural sophistication with serene, peaceful vibes. Attached to the main residence yet offering complete privacy through its...
Gated Oceanfront Villa with private access to beach, heated pool & tennis court!
Welcome to Barefoot Kona at Alii Point - Ideally situated between Magic Sands Beach and Kailua Village, the villa places you close to some of Kona’s best beaches, dining, shopping, and ocean activities.This two-story oceanfront villa sleeps eight and offers spacious,...
Waikoloa Fairways 2-bed, 2.5-bath golf-front paradise with AC + spacious lanai
Turn moments into memories at this two-bedroom, two-and-a-half-bath Waikoloa Fairways property. A golfer's paradise as the property sits right on holes 3 and 4 at Waikoloa Village Golf Course, designed by Robert Trent Jones Jr. This property offers dual suites, central...
2 units back from Oceanfront, Views of Lanai Island and the beautiful courtyard
The Kitchen and foyer have been remodeled in 2020. Custom art work .The Whaler is located in the heart of Ka'anapali. Whalers village is right next door. There is shopping ,restaurants and convience stores. Golfing is nearby. The beautiful catamarans come right up in...
Cozy stay just 5 minute drive to Volcano National Park, Winery and Golf!
A warm room awaits in a home on a quiet cul de sac in the Volcano Golfcourse and Country club. Minutes from the entrance of Hawaiʻi Volcanoes National Park, Historic Volcano Village, golf course and Winery. A covered garage with private entrance leads to a completely...
Spectacular Oceanfront Views with Split AC -Wailea
Kihei Surfside #507 features Incredible views from the lanai, kitchen, dining, and living areas. Completely renovated featuring porcelain tile flooring, custom cabinetry, granite countertops, and a fully equipped kitchen with stainless steel appliances. Bath has a...
Breathtaking Ocean Views, Nestled Between Two Stunning Beaches! Royal Mauian 606
Royal Mauian #606 – Oceanfront Comfort with Modern UpgradesRoyal Mauian #606 is a beautifully upgraded two-bedroom, two-bathroom condo set on the sixth floor of one of South Kihei’s most desirable oceanfront properties. Offering direct access to the sandy shores of...
Fully Remodeled in 2021 All new Furniture
Fully Remodeled in 2021 All new FurnitureThis 2 bedroom, 2 bathroom condo (#602) is perfect no matter what you want out of your vacation. You will be located on one of the best beaches on Maui. Our unit has one of the top 6 locations at Mana Kai, being all the way in...
Panoramic Oceanfront Views - Royal Kahana 911
Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV & Blu-Ray DVD player in the...
Maui Resort Rentals: Honua Kai Konea 739 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan!
As one of the finest two-bedroom suites available to rent at the entire Honua Kai Resort, Konea 739 boasts an exceptional 7th-floor corner vantage point and is among a class of the most sought-after 2 bedroom floor plans at Honua Kai.What distinguishes this column in...
Oceanfront 1 bedroom + loft with Beach BBQ & Pool
With oceanfront views and an unbeatable location near shops and restaurants, Hale Kai puts you in a central position for the ultimate Hawaiian getaway. This unit features a private bedroom with king size bed, a private den upstairs with a sofa sleeper, and a pull out...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai where you can relax and take in the...
Kamaole Beach Royale 409 - Beautifully Renovated Condo & Commanding Ocean Views
The Kamaole Beach Royale 409 is conveniently located one block from beautiful Kamaole Beach I. This half-mile long beach is perfect for walking, swimming, sunbathing and building sandcastles with your keiki (children). The condo is within easy walking distance from a...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Punahoa Beach 201 - Direct Ocean Front, Beautiful Renovation, Split AC, Wi-Fi
Experience the ultimate ocean immersion at Punahoa Beach 201 and live your Maui adventure right on the beach with immediate access to the protective, warm-water swimming and vibrant snorkeling reef for which Kamaole I Beach is world renowned. Spectacular forever ocean...
Relaxing Condo with Ocean Views | Pono Kai Resort | PK-E103
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 2 bedroom, 2 bathroom...
SPRING SPECIAL!! Zuki House Ocean Close, Hot Tub
Zuki House is a modern and elegant vacation rental close to the ocean. Enjoy our ocean view balcony upstairs outside the main bedroom suite. Our high ceilings and bright, modern furnishings give you comfort and style to enjoy throughout your stay. Experience the...
Kihei Akahi Resort, ocean view, steps from the beach
Imagine fabulous views of the Pacific, Molokini, Kaho'olawe, Haleakala, & amazing sunsets. This Kihei Akai Resort 6th floor penthouse is a remodeled 1 bedroom, 1 bath unit located across from Kamaole Beach Park II. There is BRAND NEW split system AC unit installed. It's...
OceanFront New Throughout
Totally new throughout at arguably the best location in all of Sealodge - oceanfront, end-unit on the vista bluff, looking down the coast over the Anini Reef six miles to the Kilauea lighthouse.This 2BR (2 Kings or 1 King and 2 Twins), 2BA (ensuite), 2 story condo,...
MAUI ELDORADO:TOP FLOOR,CORNER UNIT, Partial Ocean View, Kaanapali Beach G201
Bright corner unit condo with tile flooring at G201 Maui Eldorado, Kaanapali Resort near the main pool with a peekaboo of the ocean. Perfect for a relaxing getaway in paradise! Granite in kitchen and bathroom. 2 person plus 1 child. New: Work from anywhere option with...
April 2025 ONLY 119/nt BOOK SOON.Newly remodeled kitchen.
Professionally cleaned , comfortable, high quality accommodations, this is exactly what you will get while staying at Kihei Resort. This ground floor unit has easy access with no stairs. Boasts a large living area and many comforts of home. Accommodates up to four...
Clean Ground Floor, One Bedroom Condo, Centrally Located, Reasonably Priced!
We offer a ground floor one bedroom condo. It is a modest condo with all the necessities of home so you can enjoy Maui for a reasonable price. Only steps away from the condo, through the atrium are the pool, kiddie pool, hot tub, picnic area with barbecue grills and...
Weekly and Monthly Discounts / Koa Lagoon Direct Oceanfront Top Floor Unit 603
Spectacular views of the ocean, West Maui Mountains and beautifully landscaped grounds await you from our (sixth) top floor oceanfront condo at KOA Lagoon in Kihei. You will enjoy brilliant sunsets and whale watching as you relax on our large lanai listening to the...
❤️PiH❤️ Champion View Retreat ★ Private Infinity Pool PLUS Free Hilton Resort Passes ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Champion View Retreat, part of our Hawaiian Luxury Collection. Champion View Retreat has private pool and spa with stunning golf, ocean and sunset views.Located in the prestigious Champion Ridge, this is one of...
your own cottage, hear the ocean!
Come make Ka Hale Malie (the peaceful house) your own tropical cottage! Located 500 Ft from the ocean cliffs as the crow flies but not on the ocean. It is located in Hawaiian Paradise Park in Keaau, HI which is centrally located to visit Volcano, Pahoa, and the new...
J200 - Closest Unit to Ocean, Corner Suite with Authentic Island Decor 2BD/2BA
Kaanapali Condo - Ocean Views, Golf Course, Steps to Beach!Escape to this comfortable and convenient 2-bedroom, 2-bathroom condo in the heart of Kaanapali, Maui. This spacious second-floor unit offers unobstructed ocean views, a private lanai overlooking the...
Ocean View, Ocean Front, 30 feet from the Ocean!
Ground floor, ocean front, ocean view condo thirty feet from the ocean! Location, location, location! This is where you want to be in Maui. Kaleialoha condominiums in Honokowai is centrally located near all the great beaches and attractions of West Maui.Drive 5 minutes...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
“Mokuhano” – Unit 205 – is an upper floor, ocean view studio located in Hana Kai’s Mauka Building. There is a king-size bed in the living/bedroom area, open-beam ceilings and tiled floors throughout. The view of the bay is enhanced by the expanded glass wall and vinyl...
Elegant Laie Home- Walk to the beach! 30 day rentals
Your perfect island retreat starts here! This spacious, welcoming home offers room to relax, a fully equipped kitchen for shared meals, cozy living spaces, and reserved parking right outside. Beach gear is ready and waiting, with island attractions and gorgeous beaches...
Amazing Oceanfront Studio in Lahaina - Mahana 1103
Mahana Studio unit #1103, located in the Molokai Tower. Rent this updated Mahana condo with 1 bedroom unit #1104 next door. Pride in ownership for both of these extraordinary Maui vacation rentals. The Maui vacation rental features a comfy king size bed, remodeled...
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
Renovated ground-floor comfort, steps to Kamaole III Beach. Mountain views, cool breezes, beach gear, pools, and sunset vibes—your Maui getaway starts here.Recently renovated ground-floor 1-bedroom condo in a prime Kihei location—just steps from the lower pool, BBQs,...