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.
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den, 4th Floor Partial Ocean AND West Maui Mountain Views!
We are proud to present this one-of-a-kind new 3BR+Den package at the acclaimed Honua Kai Resort on Kaanapali North Beach.This tandem package combines an expansive 2BR suite with the 1BR+Den located directly next door. Your party will be treated to gorgeous partial...
Oceanfront condo at the Royal Mauian.
You'll enjoy making memories in this well maintained, beautiful, family owned condo, Unit 515. The view is fabulous and the location is perfect. Simply walk downstairs and lounge on the grass next to the pool, or walk right next door to Kamaole I Beach. Beach towels,...
Luxury accommodations, discounted golf and beautiful sunsets year round.
Luxurious ground floor "no stair steps" villa with private lanai, large lawn area and wide open views of the golf course. Granite slab counters in the large, well-equipped kitchen. Living and dining areas have hardwood floors. Kitchen, entry and baths have tile floors....
Luxury Coffee Estate - Infinity Pool - Endless Views
*Our minimum stay is 2 nights. Our pricing reflects this access to a truly wonderful estate and the amenities outlined below. Please note that from 2023 our rate nightly rate will be based on an occupancy of 4 persons.The Vista Suite is located on the South side of the...
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...
Ohana Hale Puako – Big Island Vacation Rental with Mauna Kea Views
Aloha! Welcome to the ʻOhana Hale, your Puako retreat with stunning forest and unobstructed view of majestic Mauna Kea from the lanai, living room and dining area. This quiet and tranquil location is literally 100 steps away from the beach. This is your perfect spot on...
Wailea Ekahi Village 35D - 1 Bedroom Ocean View Condo
Make your Maui dreams come true at Wailea Ekahi 35D! This vacation rental is perched on the top floor with a private entrance surrounded by manicured grass lawns, colorful bougainvillea, and fragrant plumeria trees. This modern remodeled one-bedroom one-bathroom condo...
Wailea Elua Village 2004 - 1 Bedroom Ocean View Condo
Wailea Elua 2004 is a luxurious vacation rental located along the shores of Maui\'s southern coastline. This one-bedroom, one-bathroom condominium offers an ideal retreat for couples or small families, featuring a spacious layout that maximizes comfort and ocean views...
Forest Retreat Eco-Lodge - 24 acres of private land.
Picture Shangri La with rolling mists and sunshine over the canopy of Ohia Lehua with the tip of Mauna Kea poking through the valleys off in the near distance...Ahu Lani Retreat Center is an educational and retreat facility located at 3,000 feet elevation on the Hamakua...
AS SEEN ON TV- Rated #1 Northshore Rental/Retreat with the "Wow" Factor
IF YOU'RE PINING FOR A LUSH, LAZY, LANGUID ESCAPE...A BAREFOOT TRANQUILITY...A BALMY, PALMY, SEA-SCENTED ADVENTURE...LOOK NO FURTHER!!Rated #1 Because...1. AS SEEN ON TV - The Discovery Channel recently filmed our home, Hale Mana, for the premier episode of a new TV...
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...
Penthouse Condo with breathtaking views and conveniently located
Hololani B-802Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in the heart of the west side of Maui, this stunning penthouse condo offers a luxurious ocean view retreat with...
Best View for the Money!
Everything you need for a fun vacation. A lovely, impeccably cleaned, fully-equipped home with travertine flooring, fully-equipped kitchen with granite countertops, hickory cabinets, stainless appliances, breakfast bar, teak furniture, tropical ceiling fans, bamboo...
Surfer's paradise on Oahu's North Shore - Split ACs
Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our 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...
Ocean Tower, a Hilton Grand Vacations Club - 1 Bedroom Premier Large - Ocean View
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
PERFECT 2 bdrm near beach, eateries, shopping, activities Very nice & so clean!
This is a newly renovated and nicely appointed quiet property suitable for couples, families with OLDER CHILDREN 13 years and up, groups up to 4, and business travelers. Property is in a complex that accommodates both residents and visitors. Located steps from the beach...
Kamaole Sands 5307 condo with ocean view. Updated in November 2024. Split AC.
Welcome to our one-bedroom condo in Kamaole Sands located in desirable Building 5, unit 307. As new owners we strive to provide an excellent service and environment for our guests, so did multiple upgrades for our condo:July 2023:-New Split AC system in both living room...
Ultimate Oceanfront Paradise-Spectacular Ocean Views-Mana Kai Maui Resort 405C
Mana Kai Maui Resort #405C – Oceanfront Comfort with Split-Duct AC and Flexible Sleeping OptionsWelcome to Mana Kai Maui Resort #405C, a well-appointed 2-bedroom, 2-bathroom condo offering direct oceanfront views, cool island breezes, and all the modern comforts of...
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC
*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach!Features fully equipped kitchen, pull-out sofa bed, private...
Fabulous Home Overlooking Hilo Bay and Kawainui Falls
Pepeekeo is waiting for you at this 3-bedroom farmhouse. Nestled in a tranquil setting, this gorgeous property offers an amazing retreat for guests. The bedrooms feature a comfortable king bed, a luxurious queen bed and a cozy bunk bed. With 2 full bathrooms, including...
Alii Villas #308 Ocean/Pool Views From Lanai, Well Equipped, Excellent Split A/C
This cute one bedroom condo is on the third floor with pool and ocean views at this ocean front complex. It has been completely renovated with a new kitchen, bath and flooring. It has a a king sized bed and hide-a-bed in the living room for additional family members or...
Kihei Akahi Garden View Studio
Located steps away from gorgeous Kamaole I, II, and III beaches, wonderful restaurants, shopping and nightlife. Perfect location convenient to everything. Unit is quiet, cool, and private on the ground floor.
Maui Resort Rentals: The Whaler 707 - Luxuriously Remodeled 7th Floor 1BR/2BA w/ Stunning Ocean and Mountain Views!
Situated in the first column of suites directly back from oceanfront, Whaler 707 delivers spectacular oceanviews that extend to Maui's neighboring island Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite boasts...
Direct Oceanfront on Maui's Finest Sugar Beach!
Boasting unbeatable ocean views and an oceanfront large pool, there is no better spot for your Maui vacation. This unique complex offers a library and lobby and is centrally located on Sugar Beach, the longest stretch of white sandy beach on this side of the island. You...
Kona Islander Hawaiian Style Poolside
Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...
Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400
Wailea Ekahi Unit 39C is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui. We have just finished a complete remodel for this unit. Everything is new and updated. The Ekahi complex has just completed the...
Ground Floor Villa, Great Views!
You'll find all the comforts of home in this tropically furnished condo with scenic views of the mountains and golf course. Picture yourself relaxing in the reclining chair in the living room, where you can look out at the golf course or simply watch TV or a movie (from...
10th floor partial ocean view studio @ Royal Kahana Resortnn
Welcome to Royal Kahana 1019. This 10th floor studio offers a partial ocean view. This unit is tastefully appointed with classic Hawaiian decor. The studio features a king size bed. Keep cool year round with central AC & ceiling fans throughout. Enjoy beautiful views...
POPULAR RESORT, GREAT LOCATION, BEAUTIFULLY EQUIPPED 2 BD/2BA OCEANVIEW CONDO!
UPGRADED UNIT***OCEANVIEWS FROM THE LIVING AREA AND MASTER BEDROOM***AIR CONDITIONED***GOURMET KITCHEN***EQUIPPED WITH BABY GEAR!!ABOUT THE CONDO...This AIR CONDITIONED 2 bedroom, 2 full bathroom unit is located on the second floor at the POPULAR PAPAKEA BEACH RESORT....
Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View
Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not, it is close to everything else.Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user...
Kona Oasis: Ocean Views, Chill Pool, AC, Beautiful 4 bedroom home in Kona
Welcome to your tranquil getaway, Kona Oasis Hale! This home is Big Island Paradise Living: your dream getaway nestled on the stunning coastline of Hawaii. A truly spacious 4 bedroom home that offers not only breathtaking ocean views but also a perfect blend of luxury...
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
**** LAST MINUTE BOOKING DISCOUNT- 20% discount from the typical room rate from Nov. 19 to Nov. 24. Request this discount by messaging the manager, Barb********The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.**** Our...
Sunsets from the lanai of 203 embrace you, AC keeps you cool in this 2/2 unit
If you come to Maui for the warm breezes that seem to kiss your skin, then this unit -#203 - is just waiting for you. Menehune Shores is NOT subject to the recent Minatoya short term rental restrictions so your booking is safe! The trade winds that love our area keep...
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Hale O Ke Akamai is Hawaiian for "House of Art" which is evident when stepping inside. Be sure to view video located at the end of photos (slide #3). Private single-level 4 bedroom home with AC provides the Aloha spirit in the beautiful and tranquil setting of Kiahuna...
Garden View Room - Oceanfront Hilo Beach House Inn
Welcome to the Hilo Beach House - A Unique Boutique Inn located in the quiet tropical oceanfront setting of Onekahakaha Beach Park. Stay at this upscale 4 room Inn. Rest, Relax, and Rejuvenate at this Tropical Oceanfront Retreat.If the Garden view Plumeria Room is...
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Open, airy and perfect location. You will feel like you're in the jungle with the floor to ceiling cathedral windows in the open living and dining room/kitchen. End unit with no one above or below you! Two floors with living and eating space upstairs and bedrooms on...
Kalo Homes - Seaside Bliss
Welcome to Seaside Bliss, a luxurious vacation retreat nestled in the serene Makaha Valley. Discover your private oasis, just minutes from some of the world’s most breathtaking beaches. Hike scenic trails, tee off at nearby golf courses, or simply bask in the warm...
North Shore Oceanfront Condo w/Shared Pool, Tennis, Free WiFi, Private W/D
Puu Poa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s easy to find your bliss at this newly remodeled, ground-floor oceanfront escape (two flights of stairs down to get...
3982 Kalakaua 3Br 2Ba Beautiful Princeville Home
Raise your vibes and take in the natural beauty and gorgeous architecture of this Island Style Home, built by a master carpenter.This spacious property is located in a peaceful cul-de-sac near Queen's Bath, Hanalei Bay, and the forthcoming world-class wellness resort...
Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town
Now offering big discounts for 2026. 10% for early bird bookings. Additional 10% for one week or longer.Unfortunately, there will be construction at Kona Reef throughout 2026, The Good News: B-Bldg construction will be completed by early February. It's possible you...
Stunning BEACHFRONT Luxury Makena Escape; Freshly Fully Remodeled 2023
No other condo on Maui can beat this beachfront location and upscale modernity mixed with Hawaiian beachfront chic. Full remodel finished in December 2023.Located in the oceanfront B Building, the entire unit faces outwards over the Pacific Ocean through a fifteen foot...
Wailea Ekahi Village 38B - 1 Bedroom Ocean View Condo
Enjoy a relaxing indoor/outdoor tropical vacation experience from this ground floor ocean view vacation rental. Start your morning on the lanai with a freshly brewed cup of coffee and walk out on the sprawling grass lawn to feel the soft grass beneath your toes. Take in...
New Listing! Akahi C613 – Ocean View Top Floor Condo, Newly Updated, Sleeps 4
*New Listing! Offering Introductory Reduced Rates*Welcome to Kihei Akahi C613, a beautifully refreshed top-floor condo with ocean and sunset views. Newly updated in October 2025 with modern furnishings, fresh paint, refinished tile floors, and a brand-new ductless AC...
Mauna Kea - Waiulaula Condo - Stunning Sunset and Sunrise Views - Close to Pool
**Mauna Kea will complete their new gym, pool, and spa by October 2025. Existing pool will have some upgrades. An exceptional lifestyle within the coveted Wai’ula’ula community at the legendary Mauna Kea Resort. This beautifully furnished Wai’ula’ula E201 is an...
Westin Kāʻanapali Ocean Resort Villas North, Island view 1 Bedroom Premium Villa
Sleeps four adults comfortably. In addition, it features these amenities:Master bedroom with king-sized Westin Heavenly® Bed and flat-panel TVWestin Heavenly® Bath with large shower, separate whirlpool tub and two vanitiesLiving area with sofa bedFlat-panel TV, DVD...
Enjoy Water's Edge Hale
The Kona Reef Vacation Complex. Although the complex is elevator equipped, this unit is on the ground floor and requires 5 steps down from the parking lot to access the unit. From your sliding glass door, it's only a few steps to the ocean. Resting or enjoying happy...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Ocean AND West Maui Mountain Views
This tandem package combines one of our very best two-bedroom deluxe oceanview corner suites with a neighboring one-bedroom suite. Enjoy stunning 6th-floor ocean views in addition to views of the majestic West Maui Mountains. The two-bedroom suite offers superb ocean...
New! Kona Reef Resort Oceanfront 🌊 2 Bdrm, 2 Bath D-11 🏖 Right on the Ocean!
Wonderful Ocean Views Throughout your Spectacular 2 Bedroom, 2 Bath Condo! When you are dreaming about your much deserved Hawaii Oceanfront Getaway, this condo will exceed your expectations!Your ocean view lanai (balcony) is ready for you to dine, read, rest and enjoy...
Spectacular Oceanfront, 270 Degree Views, Amazing Sunsets & Sea Life, Mahana1011
You will love the spectacular views from this beautiful luxury two bedroom, tenth floor, oceanfront condominium which overlooks Maui's beautiful Kaanapali Beach. It is bright and spacious with a 270 degree wrap around view of Kaanapali Beach, the pool and the...