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.
SV3203 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEWS
This amazing 2 bedroom with ocean view from the lanai is the PERFECT spot for your Vacation. Sea Village reflects the tranquil beauty of the Big Island. The resort is centrally located 1 mile from restaurants and shops on Famous Ali'i Drive.Air Conditioning is only...
Oceanfront getaway with a furnished patio, fantastic views, & a pool
Mahina Surf 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf's up at this charming tropical treat located just steps from the ocean! This condo is ideal for a peaceful getaway...
Kamaole Sands Unit 10-117 2 bedroom 2 bath condo on the ground floor in Kihei
Great location in South Kihei, Hawaii. This complex offers its guests numerous amenities so you are sure to find something you enjoy during your time in paradise. For starters, there are two pools on the property including a large family pool and a children's wading...
3-bed 2-bath Oceanfront w/ Bikes & Pickleball!
Aloha! Kihei Surf Style is a beautifully designed 3-bedroom, 2-bath oceanfront condo in central Kihei. Steps from Cove Beach, Maui’s best beginner surf spot, and the building is located right next door to our friends at Maui Waveriders, a highly rated surf and SUP...
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
30 seconds to The Ocean! Waikiki Shore, 1 Bedroom with 1 Parking (WS08)
Enjoy in the renovated 1 bedroom in front of the beach!! One free parking is a big plus!Also it has the great access to the beach!! Just 30 seconds walk to the white sandy beach.There is the special gate to the beach only for the Waikiki Shore guests. They have also the...
New Listing! Recently updated oceanview retreat
Welcome to Maui Parkshore 306 — Your Maui Beach Retreat Awaits! Say aloha to your island getaway at Maui Parkshore 306, a beautifully updated 2-bedroom, 2-bathroom condo that sleeps up to 6 guests. Perfect for families, couples, and beach-loving friends, this coastal...
Stunning Kapalua Ridge Villa 2212: Ocean Views, Spacious Lanai, & Prime Location
Welcome to Kapalua Ridge Villa 2212, with stunning ocean views! This villa is located in highly sought after Kapalua Ridge! As you enter this spacious villa you will be drawn to the expansive private lanai overlooking unobstructed views of the magical Maui waters. The...
Oceanfront condo with pool, high-speed WiFi, & views of Lana'i & ocean
Mahina Surf 217Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love breathing in fresh ocean air on your balcony, or watching for whales during the whale-watching season!...
Mana Kai #303: Oceanfront Bliss on Keawakapu Beach with Stunning Sunset Views
Mana Kai #203 is Maui Living at its best! We could talk about the ocean and sunset views all day but you won't get it until you experience them for yourself. Situated on the popular grass area at Keawakapu Beach. Take a look out of the lanai slider door for some of the...
Dreamy island condo with pool, hot tub access, tennis courts & fast WiFi
Waikoloa Colony Villas 2706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Maui Kamaole H201: Remodeled Two bedroom Ocean View condo in South Kihei.
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Relax on the lanai and enjoy the ocean breeze and the ocean view. One of the highlights of this condo is the open living area and the vaulted...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Private North Shore Kauai Getaway in Princeville Near Hanalei Bay!
Welcome to our tropical paradise on the majestic North Shore of Kauai! Situated in the exclusive Sandpiper Village community near the Westin, this luxury studio has all of the amenities you'll need for a perfect tropical getaway. Enjoy the pool or take a stroll down to...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
2 BDRM Maui Parkshore Condo. ACROSS FROM THE BEACH
Welcome to your breezy BEACHSIDE condo located in sunny Kihei, Maui! Just a quick 3-minute walk to Kamaole Beach III, this 2-bedroom, 2-bathroom condo is designed to provide you with STYLISH OPEN-CONCEPT living, making your stay truly exceptional.✔ Fire TV, fast Wi-Fi...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
ALOHA Authentic Hawaii Style Condo ☆ C-6
Your comfort, tropical 'Home away from Home!' Hawaiian decor, comfy and filled with 'ALOHA!' for a restful &/or adventurous stay.LOCATION is key on Kauai. The scenic & historic, Royal Coconut Coast & Kapaa town on east shore. Resort has 3 pools, 2 hot tubs outdoor...
ALII 411 Ground Floor 2BD at OceanFront Kaanapali Alii
Kaanapali Alii 411 Comfortable Convenient Ground Floor 2bedroom 2bathroom at OceanFront Resort on Kaanapali Beach with Pool Hot Tubs and Amenities for Fun Times FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your...
Summer SPECIAL 158 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!
You'll absolutely love this charming, quiet 2 bedroom fully furnished condo. It has all the amenities of home plus! This beautiful condo has an upgraded kitchen with granite counters, beautiful dark cabinets, refrigerator, new dishwasher, range and microwave. There is...
Sugar Beach 133: 1 Br Ground Fl Condo is Steps from the Beach, in N. Kihei
Relax on your ground floor lanai (patio) while gazing out to the Pacific Ocean. Take a step off your lanai, onto the well-manicured lawn, then a few steps away you will be on the beach with sand between your toes. The warm Pacific Ocean awaits. You are in the ultimate...
Hanalei Bay Resort Ocean Front! Unobstructed Ocean & Moountain View 8231
HBR is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8231 is ideally situated in the Plumeria building on the "point" of this 22 acre Resort giving you spectacular views! This Hotel Room has some of the best views in all of Kauai....
Kona Alii 304: Tropical Oceanfront Condo w/ Shared Pool in Downtown Kona
Set directly along Kailua-Kona’s iconic Ali‘i Drive, Kona Alii 304 is a newly upgraded 1-bedroom, 2-bath vacation condo that pairs sweeping ocean views with walkable convenience. From its private lanai overlooking the coastline to a prime location steps from dining,...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Top Floor Condo, Mountain & Golf Views
Welcome to your peaceful Hawaiian retreat, where golf course views & gentle breezes set the tone for relaxation at Fairway Villas in Waikoloa Beach Resort:- Sleeps 6 | 2 bedrooms | 4 beds | 2 baths- Heated pool, hot tub & gym access- Private lanai w/ golf course views-...
1 Bedroom Condo King Bed with Pool and jacuzzi
"Escape to Kauai and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".Please review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us....
Waikiki Grand Across from Waikiki Beach & Zoo in the heart of Waikiki!
Aloha! Newly renovated and updated! Located in the heart of Waikiki, come and relax on the Waikiki beach which is just across the street. Shop at the best stores in the world. Eat at some of the best restaurants in the world. Go to the zoo, take a romantic stroll down...
Huge Studio Unit with Lagoon View #730
Spacious studio with a folding door to separate the main bedroom area from the living area. Enjoy the Friday night fireworks from your lanai! You can walk to Ala Moana Beach Park, the Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center...
On Hawaii Time in Makaha Valley
Relax and enjoy the North West side of Oahu. While Hawaii is known as the gathering place, Makaha Valley allows you the space to "just be". Our getaway place is located in a 24 hr secure guarded gated property, a non-smoking property, just a little over a mile from...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
MRR Presents Kaanapali Ali'i 272 - Remodeled 7th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Beautifully remodeled, suite 272 boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains from its 7th-floor vantage point. A highly sought after corner location provides a large living room picture window to invite in the gorgeous...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...
NEW 5BR Oceanfront Home with Hot Tub & Theatre
Experience Authentic Hawaiian Beachfront LivingWelcome to our stunning beachfront home with direct access to a beautiful, locally-loved beach. This spacious 4-bedroom 3-bathroom home comfortably sleeps 12 guests, offering the perfect setting for large family gatherings...
Surf and Golf Condo - Beach, Golf Course Views!
Best Value at Turtle Bay – Stunning Golf & Ocean ViewsWelcome to your tropical home away from home at Kuilima Estates, located on Oahu’s legendary North Shore at Turtle Bay Resort. This privately-owned, two-level condo offers the perfect blend of comfort,...
Turtle Bay Sea Shells - Kuilima Estates West
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cute unit with Hawaiian décor and tasteful artwork. Window Air Conditioning in both bedroom and living room keeps the unit cool and comfortable. Comfortable California king bed. 42" flat-screen TV....
Private studio next to the beach
About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...
B10: 1 bedroom, 3rd floor, oceanview
This private top floor unit with a beautiful ocean view has recently been completely redesigned by a luxury resort designer. This 2010 complete upgrade will inspire the sense of tranquility and relaxation. The unit has all new appliances and furnishing. Gorgeous new...
Oceanfront sixth-floor condo w/water views, balcony, washer/dryer, shared pool
Valley Isle Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let this family-friendly, sixth-floor condo wow you the moment you step inside–you'll experience the beach...
29th Floor Waikiki Banyan, Full Kitchen and Free Parking
Waikiki fully furnished one bedroom condo located on the 29th floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Pali Ke Kua 201, Newly renovated - 4/1/2025 ... Spectacular Oceanfront
Make yourself at home in the islands ... Welcome to Pali Ke Kua 201. Perched on a bluff overlooking the ocean, this stunning corner unit features 270-degree breathtaking views of Bali Hai, mountain waterfalls and expansive ocean vistas. With windows on three sides of...
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhood
This is a beautifully furnished studio, only a 2 min walk to the waves. In a quiet neighborhood, on the ocean side of Kam Hwy. Brand new Air Conditioner, Heavenly!The kitchen is fully equipped, the microwave doubles as a conventional oven. Burners are built into the...
The Shores, quiet, upgraded condo, large lanai w/ garden area and lawn
The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay for easy access to the sandy beach. The nearby Hilton Waikoloa Village and Waikoloa Beach Marriott both offer luau's and restaurants. Various shops and restaurants...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor interior courtyard two-bedroom suites to create a 4 bedroom package that offers two large neighboring lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a...
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Swim, Surf, and More
Kihei Akahi C515Our 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...
Kuhio Village 810A KING Studio, Waikiki Ocean View!
Kuhio Village 810A KING Studio, Waikiki Ocean View!Ocean view form Balcony! RE-DECORATED with Linens & Artwork. Free WiFi!! NEW Air conditioner, NEW refrigerator! Enjoy this studio with plenty of sleeping room in a KING bed! Cable TV is available on large 40" flat...
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...