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.
Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops
A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...
Wailea Ekahi Village 50E - Relaxing Ocean and Mountain Views
Welcome to Wailea Ekahi 50E, our deluxe condo for two. We are on the 2nd (top) floor with beautiful ocean and garden views and wonderful tropical breezes. In addition, there are ceiling fans throughout the unit.The large living room-dining room is beautifully furnished...
Hale Makai ~ Gold Coast Comfort - Kuilima Estates West
Welcome to Hale Makai ~ Gold Coast Comfort, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming 2-bedroom, 2-full bathroom, and 1-half bathroom vacation rental offers a perfect blend of comfort and style, accommodating up to 4 guests. Step inside...
Beautiful Waikoloa Beach Villa - Spring Dates on Sale!
Our villa is furnished in a casual tropical island theme with hardwood floors throughout. It is ideally located, just steps away from the pool. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft high living room ceilings and no one above...
Top-floor condo with ocean-view balcony, central AC, washer/dryer, & shared pool
Pacific Shores A402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked amid the mountains and ocean waters, this top-floor condo boasts beautiful views on either side of its...
Ke Nani Kai Unit 156- More Molokai
Enjoy the tranquility of Molokai with modern-day luxuries and all the comforts of home If the quiet solitude of Molokai has left you wanting more, then look no further... This 2-bedroom/2- bath condo has been fully renovated to give you the vacation of your dreams....
Kapaa Shore Resort A305, Oceanfront, Near Shops, Restaurants & Beaches
Kapaa Shore Resort A305 – Oceanfront Kauai Condo with Stunning ViewsEscape to the beauty of Kauai’s Coconut Coast at Kapaa Shore Resort A305, a newly updated oceanfront condo offering breathtaking views and luxurious Hawaiian living. Located on the top (3rd) floor...
Relaxing Ocean View Condo in Kauai | Pono Kai Resort | PK-E102
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...
Hanalei Bay Resort Ocean Front Unobstructed Bali Hai View!
Hanalei Bay Resort is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8232 is ideally situated on the 'point' of this 22 acre Resort giving you spectacular views! This 1 bedroom suite w/loft has some of the best views in all of...
Kihei Akahi Condo w/ Shared Grill, Free WiFi-Beaches and Beyond
Kihei Akahi C307Our 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...
City & Mountain Views Cozy Condo with Free Parking by the Beach & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.NOTE: Monthly water shut off for the entire building will be the 1st Wednesday of every month. Hours of the water shut off will be at the...
Islander on the Beach 232: Beach Resort Room w/ View, AC & Kitchenette
Wake up to the sound of lapping waves at Islander on the Beach #232, an inviting oceanfront studio perched along the sun-kissed Coconut Coast of Kaua‘i. This second-floor hideaway captures glowing east-facing sunrises, breezy palms, and footsteps-to-the-shore access,...
Oceanfront w/Sunset Views Condo at the Colony Surf Full Kitchen and Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Colony Surf is located at 2895 Kalakaua Ave.This fully furnished Colony Surf studio accommodates 2 and is...
Hale Kai O Kihei Condo w/ Free WiFi, Shared W/D-Near Everything
Hale Kai O Kihei 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Charming & Affordable Couple's Retreat w/ Ocean Views from Every Room
Sealodge E8 offers the perfect blend of classic island charm with modern touches! This intimate and inviting condo features a queen bed, as well as a twin-sized punee (Hawaiian day bed) in the living room that's perfect for sleeping a child if you're a small family. The...
Unbeatable Ocean Front Condo | Pono Kai Resort | PK-C302
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.Unbeatable Oceanfront Condo – Your Perfect Paradise Getaway!Welcome to...
@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and...
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...
★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬
Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...
COUNTRY CLUB VILLAS 242 - OCEAN & GOLF COURSE VIEWS
Enjoy panoramic coastline views and year-round sunsets from our wonderful two bedroom, two bath, bright, airy and tropically furnished corner condo overlooking the 17th fairway of Kona Country Club's Ocean Golf Course. An impeccably maintained golf courses surrounding...
Oceanfront Villa at Alii Point - AC & Private Pool
Wake up to the sound of ocean waves and watch the sunset from your private lanai at this stunning oceanfront home in Alii Point, an exclusive gated community of just 16 residences. Set among lush tropical gardens and lava rock walls, this luxurious retreat offers...
Polo Beach Club 305, you will be drawn to the breathtaking views from lanai.
Polo Beach 305, with Spectacular Ocean Front Views! Located in the highly sought after beachfront stack. Take in an unforgettable sunset or views of Kaho'olawe, Molokini, and The West Maui Mountains!As you enter Polo Beach Club 305, you will be drawn to the breathtaking...
KS 819 Spacious Kaanapali Shores Condo w Ocean Views AC Pools
Kaanapali Shores 819 Spacious 1Bedroom Kaanapali Shores with Ocean Views & Central AC KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTY FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
This is a legal conforming vacation rental. Please see our listing details for our license number.Our 2-bedroom presidential suite has a king-sized bed in the master bedroom and two full-sized beds in the guest bedroom, allowing maximum comfort and privacy for our...
Classy Waikiki Studio
Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Experience your island oasis. This oceanfront Puamana townhome offers the perfect blend of modern comfort and tropical charm. Enjoy breathtaking ocean views and neighboring islands from the spacious lanai, living room, and main bedroom. Inside, a newly remodeled kitchen...
KS 836 Studio in Kaanapali Shores w Pools AC
Kaanapali Shores 836 Spacious Studio at a Beautiful Oceanfront Resort in North Kaanapali. Unplug, Relax, and Recharge with Pools, Hot Tubs, Restaurants, and White Sand Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every...
Maui Tropical Getaway w/ Ocean View, Full Kitchen, Pool, AC, WIFI, King Bed
Your stay location is 25 miles south of Lahaina. The Kihei / Wailea area has not been impacted and is open to all, including travel, lodging and activities.PRIME BEACH LOCATION:Look no further than Haleakala Shores, #A-102 for your Maui Hawaii vacation rental. This two...
Just Another Amazing Day in Paradise! Ocean View, AC, 5-min. walk to beach!
Waikiki Park Heights #1508 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You deserve many wonderful days in paradise and what better place than this beautifully renovated condo with great ocean views and central AC! (488 sq.ft....
Kamaole Sands -inner court - ocean views- Remodeled
Unit 6304. Wonderful views and on the third floor.Please come and stay you will love it!Totally remodeled with new solid granite kitchenLuxury planking floors in the living room and. bedroom Brand new Sealy King size bed in Master bedroom Smart new 65" flat screen TV in...
Kona Shores#130 Beautifully Remodeled Ground Floor Condo w/AC!
Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Fun in the Sun at Maui Sunset-Ocean View 1BR/2BA
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen
Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...
OCEANFRONT 2 bed/2bath West Maui condo on Napili Bay! Napili Point C12
Experience the beauty and tranquility of West Maui at Napili Point, a premier oceanfront property perched above the turquoise waters of Honokeana Cove. This well-appointed two-bedroom, two-bathroom condo offers panoramic views of the Pacific Ocean, Molokai, Lanai, and...
Beachfront on Kauai's Beautiful Coconut Coast!
This charming, oceanfront condo is attractively furnished with your comfort in mind. Its ground-floor location offers convenience as well as easy access to the beach. You have nice ocean views from your living room and master bedroom as well as from your private lanai....
Kauai Mermaid Queen Sanctuary - Sleeps 16 - A/C!
Summary:Discover the epitome of luxury in our spacious and updated retreat boasting breathtaking mountain, waterfall, and ocean views. Situated within walking distance of beach trails and the enchanting Queens Bath, our home is gracefully backed up to the renowned Makai...
420123 Hanalei Bay Resort 3br 3ba Sleep 8 Absolutely Gorgeous View
Hanalei Bay Resort 420123 3 bedroom sleeps 8Vacation Rental Tax Number GE/TA #049-852-4160-01TMK 4540110030016(Special Permit – SP-2011-18) (TVNCU 4198)Jan 22-Feb 2, 2025 Units 4022 & 4203 available with King Bed & 2 Double Beds can sleep 6NO EXTRA COSTS for early...
Includes Beach Gear! Shores at Waikoloa Villa 23
This vacation rental is professionally managed by ResorticaHawaiiShores at Waikoloa Villa 23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: 2 Queen BedsAmenities:Beach Equipment: All of our vacation rentals...
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...
Molokai Shores 131
Molokai Shores unit #131, on the ground floor: Stroll across a manicured lawn from the ground floor lanai of your renovated oceanfront suite to a gorgeous beach. The beach is perfect for a morning stroll or an evening of stargazing. Celebrate with an evening toast on...
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Welcome to Poipu Shores B202, an oceanfront sanctuary on Kauaʻi’s South Shore where the sound of crashing waves and sweeping Pacific views set the tone for your perfect getaway. This beautifully designed 670 sq ft condominium features two king bedrooms and comfortably...
🏖️Beautiful Ocean View | Updated | WIFI Included | vrKCV
vrKCV - Casa de Emdeko 216, Professionally Managed by Kona Coast VacationsEnjoy stunning ocean views from the private lanai of Casa 216! This 2nd floor condo is the 4th unit from ocean front! The covered lanai is the perfect place to watch whales and spinner dolphins,...
DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village
Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...
Special Rate! Ground Floor at Royal Sea Cliff, Central AC!
Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...
*Luxurious & Remodeled *Complex is OCEANFRONT*
*Please Note the Lanai / balcony in the property is not accessible, however make sure to take advantage of the gorgeous one of a kind 360° wrap around views just a 60 second walk from the property on the complexes rooftop or enjoy the ample grassy area around the...
Paradise in Puamana just steps to the Pacific Ocean 4 king beds
Puamana 177-1 is like staying at a Hawaiian home. Living area is 1250 SQ FT with 220 SQ FT of front and back lanai’s and an added-on room to the rear of unit that provides a 3rd bedroom at night. It has an 800 SF backyard and 300 SF front yard which includes a unique...
Kona Plaza#202 2ND FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#202. Best location in the development! Highly desirable west facing with Ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in immediate walking distance to...
VI 902 BeachFront Condo w Sunset and Ocean Views Pool
Valley Isle 902 Amazing Ocean View at Beachfront Resort FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and...
Villa 114: 2 sets of bunk beds at Turtle Bay!
Our Villa is Located at the Ritz Carlton, Oahu Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton, Oahu Turtle Bay amenities for a fee. You have FREE access to the 12 miles...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...